Wine Country Villas - Vacation Rentals in High Street Hill

Roslindale village condos From US $674
         

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8.9 (176 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Gorgeous 5 bedroom Boston Home From US $1,325
         

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New
Villa
  • Air Conditioner
  • Parking
  • Barbecue/Outdoor Cooking

Luxury Places to Stay in High Street Hill

Over 2382+ Luxury Places to Stay in or Near High Street Hill
Luxury Apartments by Hyatus at Boston Cambridge From US $7,670
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Top-Rated Vacation Rentals with a Pool in High Street Hill

Over 248+ Top-Rated Vacation Rentals with a Pool in or Near High Street Hill
South End Club Suites by Orchard From US $344
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatus Luxury Residences Boston South Bay Designer Collection From US $361
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in High Street Hill

Over 1118+ Pet-Friendly Vacation Rentals in or Near High Street Hill
Modern townhome,Boston vacation,2 bath,pkg,deck From US $360
         

9.8 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Harmony Medical Suites on Canal From US $210
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Harvard Square Hotel From US $177
         

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8.4 (653 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Newly renovated pet friendly apt by parks and train! From US $189
         

8.0 (35 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Brookline Village, Central Air, 2B, Near Longwood From US $257
         

9.6 (63 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Boston vacation,Longwood Medical,mins to MBTA,pkg From US $163
         

7.8 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking From US $573
         

10.0 (47 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Budget-Friendly Basement 2BR Retreat From US $182
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in High Street Hill

Over 206+ Large Vacation Homes & Villas in or Near High Street Hill
15 minutes to Historic Sights and World Cup Transport. From US $850
         

The Upton From US $129
         

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6.5 (13 Reviews)
Apartment
  • Air Conditioner
  • Breakfast
  • Internet
5BR 2BTH Bright & Spacious Apt in Brighton From US $528
         

8.0 (2 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Mid-Century Glam Retreat, Near T From US $415
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Boston Hospitality Homes, Harvard From US $473
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Oasis | Near South End From US $754
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety

Wheelchair Accessible Vacation Homes in High Street Hill

Over 1051+ Wheelchair Accessible Vacation Homes in or Near High Street Hill
Back-Bay Upscale Central Condo Bos Common Downtown From US $463
         

10.0 (10 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Bluebird Suites near MIT From US $143
         

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8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The College Club of Boston From US $194
         

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9.4 (1001 Reviews)
Bed & Breakfast
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
Central Serene Condo King Bed by MIT Harvard GYM From US $464
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Back-Bay Lux Central 2BR Condo with Rooftop and Parking From US $420
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Nice 2bd/1.5ba Next to BU 1418 From US $306
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Beautiful 2bd/1.5ba Next to BU 1198 From US $209
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Central Penthouse City Skyline Views, Gym sleep 8 From US $586
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

High Street Hill Varoom and Airbnb Places to Stay Under $200

Over 697+ High Street Hill Varoom and Airbnb Places to Stay Under $200
Renovated 1BED, Steps to MBTA, Shops & Restaurants From US $172
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Renovated, Chic, one bed, Sleeps 4,Steps to Transit From US $89
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Oasis Guest House From US $130
         

9.4 (1402 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Sunny,spacious, sleeps 4, steps to MBTA,Hospitals. From US $160
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Renovated 2B, In-unit Laundry, Longwood, 1st Flr From US $185
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 2 bedroom near Central Square! From US $175
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in High Street Hill

Over 1439+ Instantly Bookable Vacation Homes in or Near High Street Hill
Great South End/Back Bay location, 1 bed condo near T station From US $466
         

10.0 (97 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Chic South End Studio With Patio From US $369
         

10.0 (103 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Stunning South End/Back Bay Penthouse! From US $515
         

10.0 (97 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Beautiful Boston Brownstone! From US $496
         

10.0 (83 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
UltraLuxe Apt in Boston Brownstone in Prime Area From US $550
         

10.0 (76 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About High Street Hill Vacation Rentals

With more than 2 High Street Hill vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Winecountryvillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in High Street Hill.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Winecountryvillas High Street Hill, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in High Street Hill. Places to stay near High Street Hill are 2614.28 ft² on average, with prices averaging $1,000 a night.

Winecountryvillas makes it easy and safe to find and compare vacation rentals in High Street Hill with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in High Street Hill

Type Count
Holiday Apartments 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in High Street Hill

Pro Tip: Winecountryvillas makes it easy to compare the best listings on Winecountryvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winecountryvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in High Street Hill.

Weather in High Street Hill

View the weather forecast for High Street Hill before booking your High Street Hill Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F